22 Mei 2019
Premier League
22 May  
FT'
Sofapaka
0 - 0
Chemelil Sugar
FT'
Kakamega Homeboyz
1 - 2
SoNy Sugar
FT'
Mathare United
0 - 0
Bandari
FT'
Nzoia Sugar FC
0 - 1
KCB
FT'
Ulinzi Stars
3 - 3
Kariobangi Sharks
FT'
Western Stima
2 - 1
Posta Rangers
FT'
Gor Mahia
1 - 1
Vihiga United
23 Mei 2019
Premier League
23 May  
FT'
MT Kenya United
0 - 2
AFC Leopards
FT'
Tusker FC
2 - 2
Zoo FC
25 Mei 2019
Premier League
25 May  
17:00'
SoNy Sugar
? - ?
Nzoia Sugar FC
17:00'
Bandari
? - ?
Sofapaka
19:00'
Chemelil Sugar
? - ?
Mathare United
20:15'
Posta Rangers
? - ?
Gor Mahia
26 Mei 2019
Premier League
26 May  
18:00'
KCB
? - ?
Ulinzi Stars
19:00'
Kariobangi Sharks
? - ?
MT Kenya United
19:00'
Vihiga United
? - ?
Western Stima
19:00'
Zoo FC
? - ?
Kakamega Homeboyz
20:15'
AFC Leopards
? - ?
Tusker FC